catena-Poly[[aqua-(dipyrido[3,2-a:2',3'-c]phenazine-κN,N)zinc(II)]-μ-pyrazine-2,3-dicarboxyl-ato-κN,O:O].

In the title compound, [Zn(C(6)H(2)N(2)O(4))(C(18)H(10)N(4))(H(2)O)](n) or [Zn(PZDC)(DPPZ)(H(2)O)](n) (where DPPZ is dipyrido[3,2-a:2',3'-c]phenazine and H(2)PZDC is pyrazine-2,3-dicarboxylic acid), the Zn atom is six-coordinated in a slightly distorted octa-hedral coordination geometry by three N atoms from one DPPZ ligand and one PZDC(2-) dianion, three O atoms from two different PZDC(2-) ligands and one water mol-ecule. Each PZDC(2-) dianion serves as a spacer, connecting adjacent metal atoms into a polymeric chain structure parallel to the b axis. The chain motif is consolidated into a three-dimensional supra-molecular network by O-H⋯O and O-H⋯N hydrogen bonds and π-π aromatic stacking inter-actions involving adjacent DPPZ ligands and PZDC(2-) dianions with centroid-centroid separations of 3.522 (6) and 3.732 (8) Å, respectively.

Related literature

For related literature, see: Che et al. (2008 ▶); Che, Li et al. (2006 ▶); Che, Xu & Liu (2006 ▶); Liu et al. (2008 ▶); Xu et al. (2008 ▶).

Experimental

Crystal data

[Zn(C6H2N2O4)(C18H10N4)(H2O)]

M = 531.78

Triclinic,

a = 6.7821 (14) Å

b = 7.4349 (15) Å

c = 20.410 (4) Å

α = 91.26 (3)°

β = 95.77 (3)°

γ = 98.16 (3)°

V = 1012.9 (4) Å3

Z = 2

Mo Kα radiation

μ = 1.27 mm−1

T = 292 (2) K

0.31 × 0.29 × 0.21 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.681, T max = 0.765

9890 measured reflections

4412 independent reflections

3278 reflections with I > 2σ(I)

R int = 0.048

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.148

S = 1.07

4412 reflections

333 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.42 e Å−3

Δρmin = −0.58 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL-Plus (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808022824/rz2235sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808022824/rz2235Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Zn(C6H2N2O4)(C18H10N4)(H2O)]	Z = 2
Mr = 531.78	F000 = 540
Triclinic, P1	Dx = 1.744 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 6.7821 (14) Å	Cell parameters from 4412 reflections
b = 7.4349 (15) Å	θ = 3.0–27.5º
c = 20.410 (4) Å	µ = 1.27 mm−1
α = 91.26 (3)º	T = 292 (2) K
β = 95.77 (3)º	Block, yellow
γ = 98.16 (3)º	0.31 × 0.29 × 0.21 mm
V = 1012.9 (4) Å3

Rigaku R-AXIS RAPID diffractometer	4412 independent reflections
Radiation source: fine-focus sealed tube	3278 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.048
Detector resolution: 10.0 pixels mm-1	θmax = 27.5º
T = 292(2) K	θmin = 3.0º
ω scans	h = −8→8
Absorption correction: multi-scan(ABSCOR; Higashi, 1995)	k = −9→8
Tmin = 0.681, Tmax = 0.765	l = −26→26
9890 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.048	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.148	w = 1/[σ2(Fo2) + (0.084P)2 + 0.1727P] where P = (Fo2 + 2Fc2)/3
S = 1.07	(Δ/σ)max < 0.001
4412 reflections	Δρmax = 0.42 e Å−3
333 parameters	Δρmin = −0.58 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

	x	y	z	Uiso*/Ueq
C1	−0.3785 (6)	0.2965 (5)	0.7826 (2)	0.0344 (9)
H1	−0.4426	0.3029	0.8206	0.041*
C2	−0.4723 (6)	0.1853 (6)	0.7307 (2)	0.0375 (10)
H2	−0.5931	0.1119	0.7349	0.045*
C3	−0.3868 (6)	0.1832 (6)	0.6728 (2)	0.0395 (10)
H3	−0.4528	0.1144	0.6364	0.047*
C4	−0.1986 (6)	0.2861 (5)	0.6690 (2)	0.0291 (8)
C5	−0.0963 (6)	0.2913 (5)	0.60945 (19)	0.0283 (8)
C6	−0.0924 (7)	0.2081 (5)	0.5015 (2)	0.0352 (9)
C7	−0.1870 (8)	0.1180 (6)	0.4421 (2)	0.0443 (11)
H7	−0.3185	0.0601	0.4400	0.053*
C8	−0.0836 (8)	0.1170 (6)	0.3880 (2)	0.0493 (12)
H8	−0.1458	0.0582	0.3491	0.059*
C9	0.1164 (9)	0.2037 (6)	0.3903 (2)	0.0514 (12)
H9	0.1845	0.2003	0.3531	0.062*
C10	0.2107 (8)	0.2921 (7)	0.4464 (2)	0.0479 (12)
H10	0.3420	0.3496	0.4471	0.058*
C11	0.1095 (7)	0.2967 (6)	0.5036 (2)	0.0379 (10)
C12	0.1042 (6)	0.3850 (5)	0.61078 (19)	0.0292 (8)
C13	0.1983 (6)	0.4856 (5)	0.67084 (19)	0.0286 (8)
C14	0.3909 (6)	0.5847 (6)	0.6747 (2)	0.0345 (9)
H14	0.4637	0.5883	0.6384	0.041*
C15	0.4710 (6)	0.6763 (6)	0.7322 (2)	0.0346 (9)
H15	0.5979	0.7444	0.7353	0.041*
C16	0.3603 (6)	0.6662 (5)	0.7859 (2)	0.0326 (9)
H16	0.4165	0.7264	0.8253	0.039*
C17	0.0958 (5)	0.4841 (5)	0.72651 (18)	0.0242 (7)
C18	−0.1092 (5)	0.3868 (5)	0.72530 (18)	0.0256 (8)
C19	0.1302 (5)	0.9551 (5)	0.89690 (18)	0.0237 (7)
C20	0.1992 (5)	1.1069 (5)	0.93824 (19)	0.0247 (8)
C21	0.2685 (6)	0.9238 (5)	1.02315 (19)	0.0288 (8)
H21	0.3121	0.9090	1.0671	0.035*
C22	0.2102 (5)	0.7712 (5)	0.98204 (19)	0.0261 (8)
H22	0.2235	0.6566	0.9978	0.031*
C23	0.0378 (6)	0.9589 (5)	0.82528 (19)	0.0271 (8)
C24	0.2040 (5)	1.3019 (5)	0.91602 (18)	0.0249 (8)
N1	−0.1984 (5)	0.3963 (4)	0.78077 (16)	0.0267 (7)
N2	0.1761 (5)	0.5730 (4)	0.78317 (15)	0.0271 (7)
N3	−0.1925 (5)	0.2047 (4)	0.55512 (17)	0.0349 (8)
N4	0.2041 (5)	0.3872 (5)	0.55828 (17)	0.0348 (8)
N5	0.1356 (4)	0.7877 (4)	0.92032 (15)	0.0234 (6)
N6	0.2640 (5)	1.0909 (4)	1.00185 (16)	0.0281 (7)
O1	−0.0880 (4)	0.8227 (4)	0.80655 (14)	0.0362 (7)
O2	0.0974 (5)	1.0921 (4)	0.79424 (15)	0.0410 (7)
O1W	−0.2753 (5)	0.5957 (5)	0.91335 (17)	0.0389 (8)
O3	0.3705 (4)	1.3872 (4)	0.91050 (17)	0.0427 (8)
O4	0.0381 (4)	1.3587 (3)	0.90882 (14)	0.0305 (6)
Zn	−0.03443 (6)	0.57612 (5)	0.85620 (2)	0.02642 (16)
HW1A	−0.368 (8)	0.552 (8)	0.909 (3)	0.054 (19)*
HW1B	−0.295 (7)	0.692 (7)	0.930 (2)	0.034 (12)*

	U11	U22	U33	U12	U13	U23
C1	0.034 (2)	0.031 (2)	0.037 (2)	−0.0052 (17)	0.0120 (17)	−0.0021 (17)
C2	0.032 (2)	0.036 (2)	0.042 (2)	−0.0062 (18)	0.0058 (18)	−0.0039 (18)
C3	0.038 (2)	0.037 (2)	0.038 (2)	−0.0082 (19)	0.0014 (18)	−0.0108 (18)
C4	0.0326 (19)	0.0232 (18)	0.030 (2)	−0.0004 (15)	0.0040 (16)	−0.0055 (15)
C5	0.0333 (19)	0.0250 (18)	0.0254 (19)	0.0033 (16)	−0.0004 (15)	−0.0022 (15)
C6	0.047 (2)	0.032 (2)	0.027 (2)	0.0109 (19)	−0.0004 (18)	−0.0010 (16)
C7	0.058 (3)	0.040 (2)	0.032 (2)	0.008 (2)	−0.006 (2)	−0.0054 (18)
C8	0.080 (4)	0.040 (2)	0.026 (2)	0.015 (2)	−0.011 (2)	−0.0046 (18)
C9	0.082 (4)	0.043 (3)	0.032 (2)	0.011 (3)	0.019 (2)	−0.003 (2)
C10	0.065 (3)	0.048 (3)	0.033 (2)	0.011 (2)	0.013 (2)	−0.001 (2)
C11	0.050 (2)	0.034 (2)	0.030 (2)	0.007 (2)	0.0097 (19)	−0.0021 (17)
C12	0.0334 (19)	0.0291 (19)	0.025 (2)	0.0046 (16)	0.0045 (16)	−0.0019 (15)
C13	0.0273 (18)	0.0256 (19)	0.031 (2)	−0.0009 (15)	−0.0011 (15)	0.0024 (15)
C14	0.033 (2)	0.037 (2)	0.035 (2)	0.0046 (17)	0.0107 (17)	0.0014 (17)
C15	0.0257 (18)	0.039 (2)	0.037 (2)	−0.0023 (17)	0.0029 (17)	0.0059 (18)
C16	0.032 (2)	0.034 (2)	0.029 (2)	−0.0023 (17)	−0.0001 (16)	−0.0016 (16)
C17	0.0242 (17)	0.0212 (17)	0.0275 (19)	0.0049 (14)	0.0029 (14)	0.0012 (14)
C18	0.0274 (18)	0.0208 (17)	0.0273 (19)	0.0009 (14)	−0.0003 (15)	0.0009 (14)
C19	0.0223 (16)	0.0213 (17)	0.0269 (19)	−0.0007 (14)	0.0061 (14)	−0.0005 (14)
C20	0.0207 (16)	0.0185 (17)	0.034 (2)	−0.0023 (14)	0.0084 (15)	−0.0024 (15)
C21	0.0315 (18)	0.0289 (19)	0.0245 (19)	−0.0020 (16)	0.0060 (15)	−0.0003 (15)
C22	0.0281 (18)	0.0223 (17)	0.029 (2)	0.0052 (15)	0.0045 (15)	0.0031 (15)
C23	0.0302 (18)	0.0231 (18)	0.028 (2)	0.0050 (15)	0.0032 (15)	0.0015 (15)
C24	0.0307 (18)	0.0192 (16)	0.0228 (18)	−0.0046 (15)	0.0066 (15)	−0.0052 (13)
N1	0.0270 (15)	0.0228 (15)	0.0294 (17)	−0.0004 (13)	0.0050 (13)	−0.0041 (12)
N2	0.0301 (16)	0.0242 (15)	0.0240 (16)	−0.0034 (13)	−0.0008 (13)	−0.0030 (12)
N3	0.0423 (19)	0.0304 (17)	0.0305 (19)	0.0023 (15)	0.0017 (15)	−0.0043 (14)
N4	0.0417 (19)	0.0354 (18)	0.0265 (18)	0.0027 (15)	0.0038 (15)	−0.0016 (14)
N5	0.0243 (14)	0.0201 (14)	0.0260 (16)	0.0017 (12)	0.0060 (12)	0.0013 (12)
N6	0.0277 (15)	0.0260 (16)	0.0294 (17)	−0.0008 (13)	0.0049 (13)	−0.0033 (13)
O1	0.0410 (15)	0.0258 (14)	0.0365 (16)	−0.0014 (12)	−0.0119 (13)	0.0002 (12)
O2	0.0549 (19)	0.0329 (15)	0.0347 (17)	0.0005 (14)	0.0095 (14)	0.0072 (12)
O1W	0.0271 (16)	0.0357 (18)	0.052 (2)	−0.0066 (14)	0.0164 (14)	−0.0192 (15)
O3	0.0335 (15)	0.0341 (16)	0.057 (2)	−0.0112 (13)	0.0087 (14)	0.0051 (14)
O4	0.0342 (14)	0.0237 (13)	0.0367 (16)	0.0096 (11)	0.0091 (12)	0.0088 (11)
Zn	0.0313 (3)	0.0203 (2)	0.0259 (3)	−0.00162 (17)	0.00328 (17)	−0.00223 (16)

C1—N1	1.341 (5)	C15—H15	0.9300
C1—C2	1.374 (6)	C16—N2	1.335 (5)
C1—H1	0.9300	C16—H16	0.9300
C2—C3	1.369 (6)	C17—N2	1.345 (5)
C2—H2	0.9300	C17—C18	1.471 (5)
C3—C4	1.402 (5)	C18—N1	1.341 (5)
C3—H3	0.9300	C19—N5	1.347 (4)
C4—C18	1.393 (5)	C19—C20	1.390 (5)
C4—C5	1.457 (5)	C19—C23	1.534 (5)
C5—N3	1.332 (5)	C20—N6	1.342 (5)
C5—C12	1.435 (5)	C20—C24	1.525 (5)
C6—N3	1.344 (5)	C21—N6	1.328 (5)
C6—C7	1.420 (6)	C21—C22	1.383 (5)
C6—C11	1.429 (6)	C21—H21	0.9300
C7—C8	1.367 (7)	C22—N5	1.325 (5)
C7—H7	0.9300	C22—H22	0.9300
C8—C9	1.412 (7)	C23—O2	1.229 (4)
C8—H8	0.9300	C23—O1	1.253 (5)
C9—C10	1.360 (7)	C24—O3	1.231 (4)
C9—H9	0.9300	C24—O4	1.254 (5)
C10—C11	1.414 (6)	N1—Zn	2.130 (3)
C10—H10	0.9300	N2—Zn	2.167 (3)
C11—N4	1.346 (5)	N5—Zn	2.147 (3)
C12—N4	1.324 (5)	O1—Zn	2.172 (3)
C12—C13	1.462 (5)	O1W—Zn	2.120 (3)
C13—C17	1.390 (5)	O1W—HW1A	0.66 (5)
C13—C14	1.399 (5)	O1W—HW1B	0.82 (5)
C14—C15	1.367 (6)	O4—Zni	2.051 (3)
C14—H14	0.9300	Zn—O4ii	2.051 (3)
C15—C16	1.387 (6)
N1—C1—C2	122.7 (4)	N1—C18—C17	116.8 (3)
N1—C1—H1	118.6	C4—C18—C17	119.9 (3)
C2—C1—H1	118.6	N5—C19—C20	119.5 (3)
C3—C2—C1	119.5 (4)	N5—C19—C23	115.0 (3)
C3—C2—H2	120.2	C20—C19—C23	125.5 (3)
C1—C2—H2	120.2	N6—C20—C19	121.5 (3)
C2—C3—C4	119.2 (4)	N6—C20—C24	115.0 (3)
C2—C3—H3	120.4	C19—C20—C24	123.5 (3)
C4—C3—H3	120.4	N6—C21—C22	122.1 (4)
C18—C4—C3	117.3 (4)	N6—C21—H21	119.0
C18—C4—C5	119.9 (3)	C22—C21—H21	119.0
C3—C4—C5	122.9 (4)	N5—C22—C21	120.2 (3)
N3—C5—C12	121.8 (4)	N5—C22—H22	119.9
N3—C5—C4	118.3 (3)	C21—C22—H22	119.9
C12—C5—C4	120.0 (3)	O2—C23—O1	129.1 (4)
N3—C6—C7	119.4 (4)	O2—C23—C19	116.4 (3)
N3—C6—C11	121.2 (4)	O1—C23—C19	114.5 (3)
C7—C6—C11	119.3 (4)	O3—C24—O4	127.8 (3)
C8—C7—C6	119.6 (5)	O3—C24—C20	116.4 (3)
C8—C7—H7	120.2	O4—C24—C20	115.7 (3)
C6—C7—H7	120.2	C1—N1—C18	117.8 (3)
C7—C8—C9	121.0 (4)	C1—N1—Zn	127.4 (3)
C7—C8—H8	119.5	C18—N1—Zn	114.9 (2)
C9—C8—H8	119.5	C16—N2—C17	118.8 (3)
C10—C9—C8	120.8 (5)	C16—N2—Zn	127.2 (3)
C10—C9—H9	119.6	C17—N2—Zn	113.4 (2)
C8—C9—H9	119.6	C5—N3—C6	116.8 (4)
C9—C10—C11	120.1 (5)	C12—N4—C11	117.0 (4)
C9—C10—H10	119.9	C22—N5—C19	119.2 (3)
C11—C10—H10	119.9	C22—N5—Zn	126.6 (2)
N4—C11—C10	119.3 (4)	C19—N5—Zn	113.1 (2)
N4—C11—C6	121.5 (4)	C21—N6—C20	117.3 (3)
C10—C11—C6	119.2 (4)	C23—O1—Zn	113.8 (2)
N4—C12—C5	121.6 (4)	Zn—O1W—HW1A	129 (5)
N4—C12—C13	119.0 (3)	Zn—O1W—HW1B	123 (3)
C5—C12—C13	119.3 (3)	HW1A—O1W—HW1B	100 (6)
C17—C13—C14	118.0 (4)	C24—O4—Zni	127.6 (2)
C17—C13—C12	119.8 (3)	O4ii—Zn—O1W	90.19 (13)
C14—C13—C12	122.2 (4)	O4ii—Zn—N1	90.37 (12)
C15—C14—C13	119.5 (4)	O1W—Zn—N1	96.93 (13)
C15—C14—H14	120.2	O4ii—Zn—N5	97.78 (12)
C13—C14—H14	120.2	O1W—Zn—N5	86.87 (13)
C14—C15—C16	119.0 (4)	N1—Zn—N5	171.02 (11)
C14—C15—H15	120.5	O4ii—Zn—N2	98.61 (11)
C16—C15—H15	120.5	O1W—Zn—N2	169.43 (13)
N2—C16—C15	122.4 (4)	N1—Zn—N2	77.29 (11)
N2—C16—H16	118.8	N5—Zn—N2	97.65 (12)
C15—C16—H16	118.8	O4ii—Zn—O1	174.40 (11)
N2—C17—C13	122.3 (3)	O1W—Zn—O1	90.70 (13)
N2—C17—C18	116.9 (3)	N1—Zn—O1	95.01 (11)
C13—C17—C18	120.8 (3)	N5—Zn—O1	76.76 (11)
N1—C18—C4	123.3 (3)	N2—Zn—O1	81.10 (12)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—HW1A···O3iii	0.66 (5)	2.01 (5)	2.662 (4)	169 (7)
O1W—HW1B···N6iv	0.82 (5)	2.07 (5)	2.859 (5)	159 (4)

N1—Zn	2.130 (3)
N2—Zn	2.167 (3)
N5—Zn	2.147 (3)
O1—Zn	2.172 (3)
O1W—Zn	2.120 (3)
O4—Zni	2.051 (3)

O4ii—Zn—O1W	90.19 (13)
O4ii—Zn—N1	90.37 (12)
O1W—Zn—N1	96.93 (13)
O4ii—Zn—N5	97.78 (12)
O1W—Zn—N5	86.87 (13)
N1—Zn—N5	171.02 (11)
O4ii—Zn—N2	98.61 (11)
O1W—Zn—N2	169.43 (13)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—HW1A⋯O3iii	0.66 (5)	2.01 (5)	2.662 (4)	169 (7)
O1W—HW1B⋯N6iv	0.82 (5)	2.07 (5)	2.859 (5)	159 (4)

Symmetry codes: (iii) ; (iv) .